Cheap Flights to Maine from $59 (2025/2026)

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Portland

Flights
Portland

How Much Does it Cost To Fly To Maine?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Sep 4 - Sun, Sep 7
BOS
Logan Intl.
PQI
Northern Maine Regional
$97 Roundtrip, just found
$97
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, Sep 4 from Logan Intl. to Northern Maine Regional, returning Sun, Sep 7, priced at $97 just found
Fri, Oct 24 - Sun, Oct 26
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$107 Roundtrip, found 3 hours ago
$107
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Fri, Oct 24 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Sun, Oct 26, priced at $107 found 3 hours ago
Wed, Oct 15 - Wed, Oct 22
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$107 Roundtrip, found 2 days ago
$107
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Oct 15 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Oct 22, priced at $107 found 2 days ago
Wed, Nov 19 - Thu, Dec 11
BOS
Logan Intl.
BHB
Hancock County - Bar Harbor
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Cape Air flight, departing Wed, Nov 19 from Logan Intl. to Hancock County - Bar Harbor, returning Thu, Dec 11, priced at $120 found 1 day ago
Wed, Sep 10 - Thu, Sep 11
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$161 Roundtrip, found 22 hours ago
$161
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Wed, Sep 10 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Thu, Sep 11, priced at $161 found 22 hours ago
Wed, May 27 - Sun, May 31
BOS
Logan Intl.
AUG
Augusta State
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, May 27 from Logan Intl. to Augusta State, returning Sun, May 31, priced at $173 found 5 days ago
Sat, Dec 27 - Wed, Dec 31
JFK
John F. Kennedy Intl.
PQI
Northern Maine Regional
$190 Roundtrip, found 8 hours ago
$190
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Sat, Dec 27 from John F. Kennedy Intl. to Northern Maine Regional, returning Wed, Dec 31, priced at $190 found 8 hours ago
Sat, Oct 18 - Fri, Oct 24
BOS
Logan Intl.
PWM
Portland Intl. Jetport
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Oct 18 from Logan Intl. to Portland Intl. Jetport, returning Fri, Oct 24, priced at $203 found 1 day ago
Tue, Sep 23 - Tue, Sep 30
LAX
Los Angeles Intl.
PWM
Portland Intl. Jetport
$251 Roundtrip, found 6 days ago
$251
Roundtrip
found 6 days ago
Select United flight, departing Tue, Sep 23 from Los Angeles Intl. to Portland Intl. Jetport, returning Tue, Sep 30, priced at $251 found 6 days ago
OriginDestinationTravel DatesFlights From*
MCOPortsmouthSeptember 20 to September 27$103
JFKPortlandSeptember 22 to September 26$107
DCAPresque IsleOctober 30 to November 5$200
PHLPresque IsleSeptember 22 to October 1$212
PHLAugustaSeptember 27 to September 29$266
PHLTrentonNovember 4 to November 7$308
RDUAugustaOctober 23 to October 27$386
MCOAugustaSeptember 14 to September 15$394
RDUTrentonOctober 20 to October 28$450
PHLOwls HeadSeptember 30 to October 8$451
DCAOwls HeadNovember 14 to November 17$474
JFKOwls HeadNovember 6 to November 12$490
CLTTrentonOctober 11 to October 15$537
SWFPortsmouthSeptember 19 to October 1$586
FCOPortlandOctober 17 to October 21$943
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSPresque IsleAugust 30 to September 3$232
BOSPortlandAugust 31 to September 6$329
CLTPortlandAugust 30 to September 3$331
BOSTrentonAugust 31 to September 3$419
PHLBangorAugust 31 to September 18$448
JFKAugustaAugust 30 to September 3$507
MCOAugustaAugust 31 to September 5$514
ATLPortlandAugust 30 to September 3$523
PHLAugustaAugust 30 to October 3$525
CLTBangorAugust 31 to September 4$538
PHLTrentonAugust 30 to September 9$683
PHLOwls HeadAugust 30 to August 31$732
*Prices include taxes and fees

Best Maine Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Best Western Springfield West Inn
2.5-star property

Best Western Springfield West Inn

Nov 7 - Nov 9

2 night stay

Chicago (ORD) to Boston (BOS)

United • Roundtrip • Coach
Price was $400, price is now $256 per person
$256
per person
found 24 hours ago
Fairfield Inn & Suites by Marriott Plymouth
2.5-star property

Fairfield Inn & Suites by Marriott Plymouth

Nov 12 - Nov 17

5 night stay

Chicago (ORD) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $603, price is now $390 per person
$390
per person
found 1 day ago
Greenleaf Inn
2.0-star property

Greenleaf Inn

Nov 6 - Nov 9

3 night stay

Denver (DEN) to Augusta (AUG)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $787, price is now $519 per person
$519
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Chicago to Maine
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Travelers ❤️ These Maine 🏨

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG

3 out of 5
123 Eden St, Bar Harbor, ME
Stay at this 3-star business-friendly hotel in Bar Harbor. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Acadia National Park and Acadia National Park's Visitors Center are located nearby.
8.2/10 Very Good! (1,011 reviews)
"The facility concentrates on the most basic needs for travelers. Just quite clean affordable stays. Would stay here again without hesitation."

Reviewed on Aug 21, 2025

Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
7.8/10 Good! (1,012 reviews)
"Nice sized room, good location, free bagels and muffins for breakfast."

Reviewed on Aug 25, 2025

Clarion Hotel Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Ramada Plaza by Wyndham Portland
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La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

3 out of 5
340 Park Ave, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
8.8/10 Excellent! (2,224 reviews)
"A Good place to stay , clean and well run . The breakfast start time could be 6:00 am instead of 6:30 ."

Reviewed on Aug 22, 2025

La Quinta Inn & Suites by Wyndham Portland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Maine?
Your next dream vacation doesn't have to break the bank. During the last seven days, the cheapest return flight to Maine cost $97. Find a bargain fare and spend the dollars you save on cool experiences. This price was available on Travelocity for flights to Maine departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Maine?
There are 16 airlines flying to Maine. If you're thinking about a trip to Portland, consider booking your seat with American Airlines. This renowned carrier operates around 416 flights a month to Maine's major city.
What is the cheapest month to fly to Maine?
Splash out more money on grand adventures rather than airline tickets by visiting Maine in September. This is the most inexpensive month to board a plane to this place based on Travelocity's direct return flight demand between January and December last year. Have a look at our range of flights and get away from it all without paying a fortune.
How can I check my flight status to Maine?
Check the status of your flight to Maine, make changes to your journey and loads more from our useful Trips portal. Found at the top of our homepage, it's your one-stop shop for viewing and managing your bookings. Simply sign in or open an account. Savvy wanderers will also enjoy the Travelocity app. You'll get alerts for flight delays and gate changes, along with the ability to view deals on hotels, flights and rental cars while you're on the go. If you have family flying with you, it's also a convenient way to share your flight info with each other.
How do I find the best deals on flights to Maine?
It pays to book ahead of schedule, and if possible, avoid traveling during the busy tourist season. Another smart way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. You'll then see prices for surrounding days. In the last seven days, the best price for a roundtrip flight to Maine was $97. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Maine with Travelocity?
Pack your bags and prepare for an unforgettable adventure with Travelocity. It's our mission to find you some top deals on cheap flights to Maine. Whether you're looking for airfares with flexible cancellation policies or cheap family flights from budget airlines, we'll have what you're after.
What are the most popular flight routes to Maine?
Take a look at these busy flight routes to Maine and start organizing your next big adventure:

  • New York, NY (JFK-John F. Kennedy Intl.) to Portland Intl. Jetport Airport (PWM) - 949 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to Portland Intl. Jetport Airport (PWM) - 676 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Portland Intl. Jetport Airport (PWM) - 645 flights a month.

How much is a flight to Maine on average?
Tickets for roundtrip flights to Maine were priced between $97 and $943 in the last seven days. The moment you find an incredible deal, lock it in and get ready to enjoy your next fun adventure with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Maine?
Check out these main routes to get an idea on how long you'll be cruising the skies on a direct flight to Maine:

  • New York, NY (JFK-John F. Kennedy Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 20 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Portland Intl. Jetport Airport (PWM) - 2 hours and 21 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 32 minutes

What can I expect on a flight to Maine?
This depends on where you're traveling from and which carrier you choose. You're likely to find all sorts of flights to Maine, from first class trips to cheap flights for family vacations. If you're flying long haul, your airline will generally offer meals and an entertainment system as well as games to keep your little ones busy.

Destinations in Maine

Top Flight Routes

Top Airlines

Top Airports

Book on Expedia

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.